EP0475664B1 - Lubricant composition and use thereof - Google Patents

Lubricant composition and use thereof Download PDF

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Publication number
EP0475664B1
EP0475664B1 EP91308082A EP91308082A EP0475664B1 EP 0475664 B1 EP0475664 B1 EP 0475664B1 EP 91308082 A EP91308082 A EP 91308082A EP 91308082 A EP91308082 A EP 91308082A EP 0475664 B1 EP0475664 B1 EP 0475664B1
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Prior art keywords
general formula
composition according
component
composition
value
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German (de)
French (fr)
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EP0475664A1 (en
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Louis Michel Jacques Aguadisch
Alain Etienne
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Dow Silicones Belgium SPRL
Dow Corning France SAS
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Dow Corning SA
Dow Corning France SAS
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
    • C10M2229/0415—Siloxanes with specific structure containing aliphatic substituents used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/50—Medical uses

Definitions

  • This invention relates to lubricant compositions and is particularly concerned with lubricant compositions having spermicidal or virucidal properties.
  • organosilicon compounds having silicon-bonded hydroxyl groups can be used as carriers for certain polyoxyethylene alkylphenols to provide spermicidal and virucidal compositions which are both stable and clear in appearance and are effective as lubricants.
  • a lubricant composition comprising an organosilicon component (A) and a polyoxyethylene alkylphenol Component (B), characterised in that Component (A) is (i) a polydimethyl siloxane of the average general formula wherein x has a value of from 3 to 51, and/or (ii) a silanol of the general formula R ' 2 CH3SiOH wherein each R' denotes a methyl or phenyl group, at least one R' being phenyl and in that Component (B) is dissolved in Component (A) and has the general formula R-Ph-[OCH2CH2] n OH, wherein R represents an alkyl group having from 6 to 12 carbon atoms, Ph represents a phenylene group and n has a value of from 8 to 10.
  • compositions as spermicidal lubricants, especially for condoms.
  • Polydimethyl siloxanes which are useful as Component (A) (i) in the compositions of the present invention are substantially linear materials. They have silanol groups at the terminal positions of the polymer molecule.
  • a particularly useful material is ⁇ ,w-dimethylsilanol end-blocked polydimethylsiloxane.
  • Such polymers and methods for preparing them are well known in the art of silicone technology. They may be obtained for example by the hydrolysis of dimethyldichlorosilane and, if necessary, polymerisation of the low molecular weight hydrolysis product thereof.
  • silanol-terminated polydimethylsiloxanes are widely employed in the silicone rubber art and differ from the so-called "silicone fluids" by the presence of terminal dimethylsilanol (-Si(CH3)2OH) groups rather than trimethylsilyl (-Si(CH3)3).
  • Silanols (A) (ii) and methods for their manufacture are also well known in the silicone technology.
  • the preferred polydimethyl siloxanes (A) (i) are those which have from 4 to 30 silicon atoms in the chain. It is especially preferred that they have from 5 to 15 silicon atoms present in the siloxane chain.
  • a suitable polydimethylsiloxane has the average formula HO-[Si(CH3)2-O]9-H.
  • the polyoxyethylene alkylphenols (B), for use in the composition according to the invention, are preferably those wherein n has a value of about 9.
  • R may be e.g. a hexyl, heptyl or octyl group, preferably a nonyl group, for example 3,5,5-trimethylhexyl.
  • Lubricant compositions according to the invention are stable and clear in appearance. It is preferred that the compositions consist only of Components (A) and (B), although other components may be present. If other components are present they preferably include only small amounts, e.g. traces of polydimethylsiloxane which have terminal silanol groups, but which have a larger number of silicon atoms in the siloxane chain or of volatile silicones, e.g. polydimethyl cyclosiloxanes and hexamethyl disiloxane. It is, however, preferred for most spermicidal and virucidal applications that the polydimethylsiloxane (A) (i) is as pure as possible. This can be achieved e.g.
  • the preferred silicone portion (A) of the composition comprises a polydimethylsiloxane (A) (i) or a mixture of two or more polydimethylsiloxanes (A) (i).
  • Especially preferred are those compositions in which Component (A) consist only of the most preferred polydimethylsiloxanes (A) (i), i.e. those having from 5 to 15 silicon atoms.
  • the amount of Component (B) used in the lubricant compositions may vary from 0.1 to about 70% by weight of the combined weight of (A) and (B), more preferably from 2 to 60%. For most applications however, no more than about 50% percent by weight of (B) is used, based on the combined weight of (A) and (B).
  • silanol (A) (ii) is used clear solutions result when (A) and (B) are present in any ratio; the preferred proportions of (A) (ii) and (B) are the same as those mentioned above and also apply when Component (A) (i) is used.
  • Component (A) (i) is used in combination with small amounts of Component (B), e.g.
  • a more preferred range of proportions of (A) and (B) is from 2 to 25% by weight of the preferred material (B) by weight of (A) and (B) combined, most preferably from 3 to 10% by weight.
  • the lubricant compositions according to the invention are readily prepared by mixing Components (A) and (B) in the desired proportions. It is preferred to choose the components such that the final viscosity of the composition at 25°C would be less than 500 mm2/s, as this will ease the processibility of the composition. For most applications the preferred viscosity would be in the range of from 40 to 150 mm2/s, most preferably 50 to 100 mm2/s.
  • compositions according to the invention are useful in applications requiring a liquid composition having spermicidal or virucidal properties. They are particularly suitable for use as lubricants for condoms and in other contraceptive applications. Alternative applications may include the treatment of surgical gloves or different pieces of surgical apparatus for specialised operations and treatments.
  • the invention accordingly also comprises condoms which use as a lubricant those compositions which are according to the invention.
  • condoms which use as a lubricant those compositions which are according to the invention.
  • the following Examples illustrate the invention. All parts and percentages are given by weight, unless otherwise indicated, and Me denotes a methyl group.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Reproductive Health (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Inorganic Chemistry (AREA)
  • Oncology (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Urology & Nephrology (AREA)
  • Medicinal Preparation (AREA)
  • Lubricants (AREA)
  • Orthopedics, Nursing, And Contraception (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Materials For Medical Uses (AREA)
  • Paper (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  • This invention relates to lubricant compositions and is particularly concerned with lubricant compositions having spermicidal or virucidal properties.
  • It is known that certain polyethyleneoxy alkylphenols have spermicidal properties and are thus useful for incorporation into lubricants for condoms. G.B. Patent Specification 1 043 513 describes such compositions wherein the polyethyleneoxy alkylphenol is dispersed in a water insoluble polysiloxane polyoxyalkylene copolymer. Although silicone liquids, in particular trimethylsiloxy end-blocked polydimethylsiloxanes, are known to lubricate elastomeric and plastic materials they are not compatible with certain compounds having spermicidal or virucidal activity. Combining silicone liquids and polyethyleneoxy alkylphenols have tended to lead to dispersions which are unstable and which have a milky, rather than a more desirable clear appearance.
  • We have now found that organosilicon compounds having silicon-bonded hydroxyl groups can be used as carriers for certain polyoxyethylene alkylphenols to provide spermicidal and virucidal compositions which are both stable and clear in appearance and are effective as lubricants.
  • According to this invention, there is provided a lubricant composition comprising an organosilicon component (A) and a polyoxyethylene alkylphenol Component (B), characterised in that Component (A) is (i) a polydimethyl siloxane of the average general formula
    Figure imgb0001
    wherein x has a value of from 3 to 51, and/or (ii) a silanol of the general formula R ' 2
    Figure imgb0002
    CH₃SiOH wherein each R' denotes a methyl or phenyl group, at least one R' being phenyl and in that Component (B) is dissolved in Component (A) and has the general formula R-Ph-[OCH₂CH₂]nOH, wherein R represents an alkyl group having from 6 to 12 carbon atoms, Ph represents a phenylene group and n has a value of from 8 to 10.
  • Also included in the scope of the invention is the use of said compositions as spermicidal lubricants, especially for condoms.
  • Polydimethyl siloxanes which are useful as Component (A) (i) in the compositions of the present invention are substantially linear materials. They have silanol groups at the terminal positions of the polymer molecule. A particularly useful material is α,w-dimethylsilanol end-blocked polydimethylsiloxane. Such polymers and methods for preparing them are well known in the art of silicone technology. They may be obtained for example by the hydrolysis of dimethyldichlorosilane and, if necessary, polymerisation of the low molecular weight hydrolysis product thereof. The silanol-terminated polydimethylsiloxanes are widely employed in the silicone rubber art and differ from the so-called "silicone fluids" by the presence of terminal dimethylsilanol (-Si(CH₃)₂OH) groups rather than trimethylsilyl (-Si(CH₃)₃). Silanols (A) (ii) and methods for their manufacture are also well known in the silicone technology.
  • The preferred polydimethyl siloxanes (A) (i) are those which have from 4 to 30 silicon atoms in the chain. It is especially preferred that they have from 5 to 15 silicon atoms present in the siloxane chain. A suitable polydimethylsiloxane has the average formula HO-[Si(CH₃)₂-O]₉-H.
  • The polyoxyethylene alkylphenols (B), for use in the composition according to the invention, are preferably those wherein n has a value of about 9. R may be e.g. a hexyl, heptyl or octyl group, preferably a nonyl group, for example 3,5,5-trimethylhexyl.
  • Lubricant compositions according to the invention are stable and clear in appearance. It is preferred that the compositions consist only of Components (A) and (B), although other components may be present. If other components are present they preferably include only small amounts, e.g. traces of polydimethylsiloxane which have terminal silanol groups, but which have a larger number of silicon atoms in the siloxane chain or of volatile silicones, e.g. polydimethyl cyclosiloxanes and hexamethyl disiloxane. It is, however, preferred for most spermicidal and virucidal applications that the polydimethylsiloxane (A) (i) is as pure as possible. This can be achieved e.g. by well known purification methods such as distillation or thin film evaporation in order to remove any volatile materials which may be present. The preferred silicone portion (A) of the composition comprises a polydimethylsiloxane (A) (i) or a mixture of two or more polydimethylsiloxanes (A) (i). Especially preferred are those compositions in which Component (A) consist only of the most preferred polydimethylsiloxanes (A) (i), i.e. those having from 5 to 15 silicon atoms.
  • The amount of Component (B) used in the lubricant compositions may vary from 0.1 to about 70% by weight of the combined weight of (A) and (B), more preferably from 2 to 60%. For most applications however, no more than about 50% percent by weight of (B) is used, based on the combined weight of (A) and (B). When the silanol (A) (ii) is used clear solutions result when (A) and (B) are present in any ratio; the preferred proportions of (A) (ii) and (B) are the same as those mentioned above and also apply when Component (A) (i) is used. When Component (A) (i) is used in combination with small amounts of Component (B), e.g. less than 20% by weight based on the total weight of (A) and (B), clear solutions are obtained. If higher levels of Component (B) are to be used, such as 20% or more, best results in clarity are achieved when the preferred polydimethylsiloxanes (A) (i) are used. A more preferred range of proportions of (A) and (B) is from 2 to 25% by weight of the preferred material (B) by weight of (A) and (B) combined, most preferably from 3 to 10% by weight.
  • The lubricant compositions according to the invention are readily prepared by mixing Components (A) and (B) in the desired proportions. It is preferred to choose the components such that the final viscosity of the composition at 25°C would be less than 500 mm²/s, as this will ease the processibility of the composition. For most applications the preferred viscosity would be in the range of from 40 to 150 mm²/s, most preferably 50 to 100 mm²/s.
  • The compositions according to the invention are useful in applications requiring a liquid composition having spermicidal or virucidal properties. They are particularly suitable for use as lubricants for condoms and in other contraceptive applications. Alternative applications may include the treatment of surgical gloves or different pieces of surgical apparatus for specialised operations and treatments.
  • The invention accordingly also comprises condoms which use as a lubricant those compositions which are according to the invention.
    The following Examples illustrate the invention. All parts and percentages are given by weight, unless otherwise indicated, and Me denotes a methyl group.
    • Example 1
  • 8g of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 92g of a polydimethylsiloxane having the average formula
    Figure imgb0003
    The resulting product was a clear liquid having a viscosity of 40 mm²/s at 25°C.
    • Example 2
  • 64g of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 36g of the polydimethylsiloxane employed in Example 1. The resulting product was a clear liquid having a viscosity of 120 mm²/s at 25°C.
    • Example 3
  • 10g of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 90g of diphenylmethylsilanol. The resulting product was a clear liquid having a viscosity of 180 mm²/s at 25°C.
    • Example 4
  • 20 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 80 parts of a polydimethylsiloxane having the average formula
    Figure imgb0004
    The resulting product was a clear liquid.
    • Example 5
  • 60 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 40 parts of a polydimethylsiloxane having the average formula
    Figure imgb0005
    The resulting product was a clear liquid.
    • Example 6
  • 4 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 96 parts of a polydimethylsiloxane having the average formula
    Figure imgb0006
    The resulting product was a clear liquid.
    • Example 6
  • 30 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 70 parts of a mixture of the polydimethylsiloxanes used in Examples 5 and 6 respectively, in a proportion of 8/2. The resulting product was a clear liquid having a viscosity of 60 mm²/s at 24°C.
    • Example 7
  • 24 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 76 parts of a mixture of the polydimethylsiloxanes used in Examples 5 and 6 respectively, in a proportion of 6/4. The resulting product was a clear liquid having a viscosity of 58 mm²/s at 24°C.
    • Example 8
  • 15 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 85 parts of a mixture of the polydimethylsiloxanes used in Examples 5 and 6 respectively, in a proportion of 4/6. The resulting product was a clear liquid having a viscosity of 54 mm²/s at 24°C.
    • Example 9
  • 8 parts of polyethyleneoxy nonylphenol having 9 ethyleneoxy groups were stirred into 92 parts of a mixture of the polydimethylsiloxanes used in Examples 5 and 6 respectively, in a proportion of 8/2. The resulting product was a clear liquid having a viscosity of 51 mm²/s at 24°C.

Claims (13)

  1. A lubricant composition comprising an organosilicon Component (A) and a polyoxyethylene alkylphenol Component (B), characterised in that Component (A) is (i) a polydimethylsiloxane of the average general formula
    Figure imgb0007
     wherein x has a value of from 3 to 51, and/or (ii) a silanol of the general formula R ' 2
    Figure imgb0008
    CH₃SiOH wherein each R' denotes a methyl or phenyl group, at least one R' being phenyl, and in that Component (B) is dissolved in Component (A) and has the general formula R-Ph-[OCH₂CH₂]nOH, wherein R represents an alkyl group having from 6 to 12 carbon atoms, Ph represents a phenylene group and n has a value of from 8 to 10.
  2. A composition according to Claim 1 characterised in that polydimethylsiloxane (A) (i) has from 4 to 30 silicon atoms in the chain.
  3. A composition according to Claim 1 or 2 characterised in that polydimethylsiloxane (A) (i) has from 5 to 15 silicon atoms present in the siloxane chain.
  4. A composition according to anyone of the preceding claims characterised in that in polyoxyethylene alkylphenol (B) n has the average value of 9 and R represents a nonyl group.
  5. A composition according to anyone of the preceding claims characterised in that the percentage by weight of Component (B) based on the combined weight of (A) and (B) is from 0.1 to 70%.
  6. A composition according to anyone of the preceding claims characterised in that the percentage by weight of Component (B) based on the combined weight of (A) and (B) is from 2 to 25%.
  7. A composition according to anyone of the preceding claims characterised in that the final viscosity of the composition at 25°C is less than 500mm²/s.
  8. A composition according to anyone of the preceding claims characterised in that the final viscosity of the composition at 25°C is in the range of from 50 to 100mm²/s.
  9. A method of making a lubricant compositions according to any one of the preceding claims which comprises mixing (A) (i) a polydimethyl siloxane of the average general formula
    Figure imgb0009
     wherein x has a value of from 3 to 51, and/or (ii) a silanol of the general formula R ' 2
    Figure imgb0010
    CH₃SiOH wherein each R' denotes a methyl or phenyl group, at least one R' being phenyl, with (B) a polyoxyethylene alkylphenol of the general formula R-Ph-[OCH₂CH₂]nOH wherein R represents an alkyl group having from 6 to 12 carbon atoms, Ph represents a phenylene group and n has a value of from 8 to 10 in the desired proportions.
  10. The use of a composition according to any one of Claims 1 to 9 as a spermicidal lubricant.
  11. The use of a composition according to any one of Claims 1 to 9 as a spermicidal lubricant for condoms.
  12. The use of a composition according to any one of Claims 1 to 9 as a virucidal lubricant.
  13. A condom comprising a lubricant composition characterised in that said composition comprises (A) (i) a polydimethylsiloxane of the average general formula
    Figure imgb0011
     wherein x has a value of from 3 to 51, and/or (ii) a silanol of the general formula R ' 2
    Figure imgb0012
    CH₃SiOH wherein each R' denotes a methyl or phenyl group, at least one R' being phenyl, having dissolved therein (B) a polyoxyethylene alkylphenol of the general formula R-Ph-[OCH₂CH₂]nOH, wherein R represents an alkyl group having from 6 to 12 carbon atoms, Ph represents a phenylene group and n has a value of from 8 to 10.
EP91308082A 1990-09-10 1991-09-04 Lubricant composition and use thereof Expired - Lifetime EP0475664B1 (en)

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FR9011172 1990-09-10
FR9011172A FR2666587B1 (en) 1990-09-10 1990-09-10 LUBRICANT COMPOSITIONS AND THEIR USE.

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EP0475664B1 true EP0475664B1 (en) 1993-11-10

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JP (1) JPH04288018A (en)
CN (1) CN1059845A (en)
BR (1) BR9103674A (en)
CA (1) CA2050358A1 (en)
DE (1) DE69100620T2 (en)
ES (1) ES2060308T3 (en)
FR (1) FR2666587B1 (en)
HU (1) HUT59301A (en)
MX (1) MX9100943A (en)
MY (1) MY108977A (en)
TW (1) TW213861B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993018745A1 (en) * 1992-03-23 1993-09-30 Geda International S.A. Use of antiviral coating for latex items such as condoms
WO2002053664A3 (en) * 2000-12-29 2002-11-28 Kimberly Clark Co Absorbent, lubricious coating and articles coated therewith
WO2014055621A1 (en) * 2012-10-04 2014-04-10 Church & Dwight Co., Inc. Non-irritating lubricant compositions with active sensorial agents

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2728464B1 (en) 1994-12-22 1997-04-30 Innothera Lab Sa UNITAL GALENIC FORM, PROCESS FOR OBTAINING SAME AND USES THEREOF
US6887835B1 (en) * 2002-07-09 2005-05-03 Crompton Corporation Silane additives for lubricants and fuels
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DE69100620T2 (en) 1994-03-24
BR9103674A (en) 1992-05-19
HU912902D0 (en) 1992-01-28
EP0475664A1 (en) 1992-03-18
CN1059845A (en) 1992-04-01
CA2050358A1 (en) 1992-03-11
MX9100943A (en) 1992-05-04
MY108977A (en) 1996-11-30
JPH04288018A (en) 1992-10-13
FR2666587B1 (en) 1993-06-25
FR2666587A1 (en) 1992-03-13
TW213861B (en) 1993-10-01
HUT59301A (en) 1992-05-28
ES2060308T3 (en) 1994-11-16
DE69100620D1 (en) 1993-12-16

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